Category: 77168-85-5

Related Products of 77168-85-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: methyl 5-(5-fluoro-2-methoxypyridin-4-yl)-6-methylpyrazine-2-carboxylate To a nitrogen-purged solution of methyl 5-chloro-6-methylpyrazine-2-carboxylate (15 g, 80 mmol), (5-fluoro-2-methoxypyridin-4-yl)boronic acid (16.49 g, 96 mmol), Pd (dppf) Cl2 dichloromethane adduct (1.2 g,1.469 mmol) and Pd(dppf)C12 (4.6 g, 6.29 mmol) in THF (199 ml) and water (40.8 ml) was addedpotassium phosphate tribasic (51.2 g, 241 mmol) under a nitrogen atmosphere. A reflux condenserwas attached and the mixture was vigorously refluxed with a 100 °C oil bath with stirring. After 105mm, the reaction was cooled to rt and partitioned between EtOAc (200 mL) and water (200 mL).The layers were separated and the aqueous layer was extracted with ethyl acetate (150 mL). Theorganic layers were combined, filtered through C eliteTM, washed with brine, dried over anhydrousMg504, filtered and evaporated to afford a crude residue. The resulting residue was purified via column chromatography on silica gel (ISCO RediSep Gold 330g silica gel column, gradient elution with 0percent to 50percent EtOAc in hexanes) to give the title compound.

The chemical industry reduces the impact on the environment during synthesis Methyl 5-chloro-6-methylpyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHEN, Helen; COLLETTI, Steven, L.; DEMONG, Duane; GUO, Yan; MILLER, Michael; NAIR, Anilkumar; PLUMMER, Christopher, W.; XIAO, Dong; YANG, De-Yi; (289 pag.)WO2016/22742; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 77168-85-5 as follows. Quality Control of Methyl 5-chloro-6-methylpyrazine-2-carboxylate

[0145j A solution of methyl 5-chloro-6-methylpyrazine-2-carboxylate (1 g, 5.37 mmol) and potassium trimethyl silanolate (1.3 g, 10.7 mmol) in tetrahydrofuran (15 mL) was stirred at 70 °C under microwave irradiation for 20 minutes. Then the reaction mixture was acidified with iN hydrochloric acid to pH 3 and extracted with ethyl acetate (100 mL x 2). The combined organic extract was washed with brine (200 mL), dried over sodium sulfate and concentrated under vacuum to afford the title compound 5-chloro-6-methylpyrazine-2- carboxylic acid (0.800 g, crude) as a light yellow solid which was used for next step without further purification. Calculated M+H: 173.03; Found M+H: 173.33.

According to the analysis of related databases, 77168-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MNEMOSYNE PHARMACEUTICALS, INC.; ANDERSON, David R.; VOLKMANN, Robert A.; WO2015/48503; (2015); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 77168-85-5, These common heterocyclic compound, 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-2-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Water (500ml) and Compound ll-a (85.0 g) were changed into a flask and the mixture was agitated for 10 to 20 minutes. Potassium Phosphate (127g) and toluene (500ml) were charged into the reaction. The batch was agitated until all solids were dissolved. The aqueous was split and the organic phase was concentrated to about 170ml or less if possible under vacuum. 1-Methyl-2- pyrrolidinone (NMP) (204 ml) was charged to the batch, which was further concentrated to about 300 ml under vacuum. The batch was cooled to below O0C. To the batch, Compound ll-b (5Og) and N, N diisopropylethylamine (60ml) were charged. The batch was heated to 9O0C for about 17 hours unti. the reaction was completed. The batch was concentrated under vacuum at 8O0C until no distillate came out. The batch was cooled to 20 0C. Water (255 ml) and TBME (510 ml) were added into the batch. The mixture was agitated and phases were separated in a separation funnel. The organic layer was washed again with 250 ml of water. The combined aqueous layer was back extracted with 200 ml of TBfVIE. The combined organic iayer was washed with 0.5N HCi (100 ml). The batch was concentrated at vacuum unti. 255ml TBME (510 mi) was charged info the batch and concentrated to 250 mi. After cooling to Q- 1O0C, a solution of 2-isopropanol hydrochloride solution (5-6N1 170ml) was added under 250C and the solution was agitated at 15-25 0C for 20 hours. TBME (255 ml) was charged into the batch and agitated at 25 0C for 2 hours. The batch was filtrated and washed with a mixture of T8ME/2-Isopropanol. (200 ml, 2/1 v/v). The wet cake was dried at vacuum oven at 50 0C to give 65.0 g (77percent) of the white solid. 1H NMR(400 MHz in CD3OD): 8.86 (S5 1 H)1 4.83(S, 2H), 3.94(m, 4H); 3.53 (m, 3H); 3.24 (t, 1 H); 2.99 (dd, 1 H); 2.66 (S5 3H)1 1.82 (m, 2H); 1.11 (m, 6H). 13C NMR (400 Mhe, CD3OD): delta 165.3; 160.4; 152.4;143.3; 139.2′ 58.3; 53.8; 53.8; 51.5; 49.9, 25.1 ; 21.4; 17.1 , 10.6.

Statistics shows that Methyl 5-chloro-6-methylpyrazine-2-carboxylate is playing an increasingly important role. we look forward to future research findings about 77168-85-5.

Reference:
Patent; SCHERING CORPORATION; WO2009/79490; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-2-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 77168-85-5

A mixture of methyl 5-chloro-6-methylpyrazine-2-carboxylate (3.00 g, 16.1 mmol), 2,2,2-trifluoroethanol (32.2 g, 322 mmol), and potassium carbonate (3.33 g, 24.1 mmol) in DMF (30 mL) is stirred at 60 oC for 2 hours. After cooling to rt, the mixture is filtered off, and the filtrate is diluted with EtOAc (300 mL). The organic layer is washed with water (100 mLx3) and dried over sodium sulfate. After filtration, the filtrate is concentrated in vacuo. The residue is purified by column chromatography on silica gel eluting EtOAc to give 3.91 g (97 percent yield) of the title compound as a white solid. MS (ESI) m/z: 251 (M+H) +.

The synthetic route of Methyl 5-chloro-6-methylpyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RAQUALIA PHARMA INC.; YAMAGISHI, Tatsuya; KAWAMURA, Kiyoshi; MORITA, Mikio; WO2013/161308; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-2-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of Methyl 5-chloro-6-methylpyrazine-2-carboxylate

Example 48 5-CHLORO-6-METHYL-2-PYRAZINECARBOXYLIC ACID A mixture of methyl 5-chloro-6-methyl-2-pyrazine carboxylate (0.16 g, 0.86 mmol), K2 CO3 (0.31 g, 2.18 mmol) and H2 O was stirred for 2 h at room temperature. The reaction was filtered and acidified (20percent HCl), and the resulting solid collected to provide the title compound (0.057 g, 39percent yield); m.p. 116°-117° C.

The synthetic route of Methyl 5-chloro-6-methylpyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Signal Pharmaceuticals, Inc.; US5811428; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 77168-85-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: methyl 5-(5-fluoro-2-methoxypyridin-4-yl)-6-methylpyrazine-2-carboxylate To a nitrogen-purged solution of methyl 5-chloro-6-methylpyrazine-2-carboxylate (15 g, 80 mmol), (5-fluoro-2-methoxypyridin-4-yl)boronic acid (16.49 g, 96 mmol), Pd (dppf) Cl2 dichloromethane adduct (1.2 g,1.469 mmol) and Pd(dppf)C12 (4.6 g, 6.29 mmol) in THF (199 ml) and water (40.8 ml) was addedpotassium phosphate tribasic (51.2 g, 241 mmol) under a nitrogen atmosphere. A reflux condenserwas attached and the mixture was vigorously refluxed with a 100 °C oil bath with stirring. After 105mm, the reaction was cooled to rt and partitioned between EtOAc (200 mL) and water (200 mL).The layers were separated and the aqueous layer was extracted with ethyl acetate (150 mL). Theorganic layers were combined, filtered through C eliteTM, washed with brine, dried over anhydrousMg504, filtered and evaporated to afford a crude residue. The resulting residue was purified via column chromatography on silica gel (ISCO RediSep Gold 330g silica gel column, gradient elution with 0percent to 50percent EtOAc in hexanes) to give the title compound.

The chemical industry reduces the impact on the environment during synthesis Methyl 5-chloro-6-methylpyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.